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Allocation of Ambipolar Charges on an Organic Diradical with a Vinylene–Phenylenediyne Bridge

Mayorga-Burrezo, Paula; Bejarano, Francesc; Calbo, Joaquín; Zhao, Xiaotao; De Sousa, J. Alejandro; Lloveras, Vega; Bryce, Martin R.; Ortí, Enrique; Veciana, Jaume; Rovira, Concepció; Crivillers, Núria

Allocation of Ambipolar Charges on an Organic Diradical with a Vinylene–Phenylenediyne Bridge Thumbnail


Authors

Paula Mayorga-Burrezo

Francesc Bejarano

Joaquín Calbo

Xiaotao Zhao

J. Alejandro De Sousa

Vega Lloveras

Enrique Ortí

Jaume Veciana

Concepció Rovira

Núria Crivillers



Abstract

Two redox and magnetically active perchlorotriphenylmethyl (•PTM) radical units have been connected as end-capping groups to a bis(phenylene)diyne chain through vinylene linkers. Negative and positive charged species have been generated, and the influence of the bridge on their stabilization is discussed. Partial reduction of the electron-withdrawing •PTM radicals results in a class-II mixed-valence system with the negative charge located on the terminal PTM units, proving the efficiency of the conjugated chain for the electron transport between the two terminal sites. Counterintuitively, the oxidation process does not occur along the electron-rich bridge but on the vinylene units. The •PTM radicals play a key role in the stabilization of the cationic species, promoting the generation of quinoidal ring segments.

Citation

Mayorga-Burrezo, P., Bejarano, F., Calbo, J., Zhao, X., De Sousa, J. A., Lloveras, V., …Crivillers, N. (2021). Allocation of Ambipolar Charges on an Organic Diradical with a Vinylene–Phenylenediyne Bridge. Journal of Physical Chemistry Letters, 12(26), 6159-6164. https://doi.org/10.1021/acs.jpclett.1c01565

Journal Article Type Article
Acceptance Date Jun 21, 2021
Online Publication Date Jun 29, 2021
Publication Date Jul 8, 2021
Deposit Date Dec 20, 2021
Publicly Available Date Jun 29, 2022
Journal Journal of Physical Chemistry Letters
Electronic ISSN 1948-7185
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 12
Issue 26
Pages 6159-6164
DOI https://doi.org/10.1021/acs.jpclett.1c01565

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Physical Chemistry Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.jpclett.1c01565







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